MedKoo Cat#: 600126 | Name: Chrysanthemin
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Chrysanthemin is an anthocyanin. It is the 3-glucoside of cyanidin. Chrysanthemin can be found in the roselle plant (Hibiscus sabdariffa, Malvaceae), different Japanese angiosperms, and Rhaponticum (Asteraceae). The biosynthesis of cyanidin 3-O-glucoside in Escherichia coli was demonstrated by mean of metabolic genetic engineering. In Arabidopsis thaliana, a glycosyltransferase, UGT79B1, is involved in the anthocyanin biosynthetic pathway. UGT79B1 protein converts cyanidin 3-O-glucoside to cyanidin 3-O-xylosyl(1→2)glucoside.

Chemical Structure

Chrysanthemin
Chrysanthemin
CAS#7084-24-4

Theoretical Analysis

MedKoo Cat#: 600126

Name: Chrysanthemin

CAS#: 7084-24-4

Chemical Formula: C21H21ClO11

Exact Mass: 0.0000

Molecular Weight: 484.84

Elemental Analysis: C, 52.02; H, 4.37; Cl, 7.31; O, 36.30

Price and Availability

Size Price Availability Quantity
10mg USD 350.00 2 Weeks
25mg USD 650.00 2 Weeks
50mg USD 950.00 2 Weeks
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Related CAS #
No Data
Synonym
Chrysontemin; Cyanidin 3-O-β-glucopyranoside; Kuromanin; Kuromanin chloride
IUPAC/Chemical Name
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)chromenylium chloride
InChi Key
YTMNONATNXDQJF-UBNZBFALSA-N
InChi Code
InChI=1S/C21H20O11.ClH/c22-7-16-17(27)18(28)19(29)21(32-16)31-15-6-10-12(25)4-9(23)5-14(10)30-20(15)8-1-2-11(24)13(26)3-8;/h1-6,16-19,21-22,27-29H,7H2,(H3-,23,24,25,26);1H/t16-,17-,18+,19-,21-;/m1./s1
SMILES Code
OC1=CC2=C(C=C(C(C3=CC=C(C(O)=C3)O)=[O+]2)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)C(O)=C1.[Cl-]
Appearance
Solid powder
Purity
>95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO.
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 484.84 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Ndiaye A, Dioum A, Oprea CI, Dumbrava A, Lungu J, Georgescu A, Moscalu F, Gîrţu MA, Beye AC, Youm I. A Combined Experimental and Computational Study of Chrysanthemin as a Pigment for Dye-Sensitized Solar Cells. Molecules. 2021 Jan 4;26(1):225. doi: 10.3390/molecules26010225. PMID: 33406792; PMCID: PMC7794710. 2: Sun DK, Wang L, Zhang P. ANTITUMOR EFFECTS OF CHRYSANTHEMIN IN PC-3 HUMAN PROSTATE CANCER CELLS ARE MEDIATED VIA APOPTOSIS INDUCTION, CASPASE SIGNALLING PATHWAY AND LOSS OF MITOCHONDRIAL MEMBRANE POTENTIAL. Afr J Tradit Complement Altern Med. 2017 Jun 5;14(4):54-61. doi: 10.21010/ajtcam.v14i4.7. PMID: 28638867; PMCID: PMC5471482. 3: Soto-Rojo R, Baldenebro-López J, Flores-Holguín N, Glossman-Mitnik D. Comparison of several protocols for the computational prediction of the maximum absorption wavelength of chrysanthemin. J Mol Model. 2014 Aug;20(8):2378. doi: 10.1007/s00894-014-2378-2. Epub 2014 Jul 25. PMID: 25060149. 4: Onda Y, Inoue K, Sawada Y, Shimizu M, Takahagi K, Uehara-Yamaguchi Y, Hirai MY, Garvin DF, Mochida K. Genetic Variation for Seed Metabolite Levels in Brachypodium distachyon. Int J Mol Sci. 2019 May 11;20(9):2348. doi: 10.3390/ijms20092348. PMID: 31083584; PMCID: PMC6540107. 5: Gil KA, Jokić S, Cikoš AM, Banožić M, Jakovljević Kovač M, Fais A, Tuberoso CIG. Comparison of Different Green Extraction Techniques Used for the Extraction of Targeted Flavonoids from Edible Feijoa (Acca sellowiana (O.Berg) Burret) Flowers. Plants (Basel). 2023 Mar 27;12(7):1461. doi: 10.3390/plants12071461. PMID: 37050087; PMCID: PMC10096538. 6: Nakajima N, Ishihara K, Itoh T, Furuya T, Hamada H. Lipase-catalyzed direct and regioselective acylation of flavonoid glucoside for mechanistic investigation of stable plant pigments. J Biosci Bioeng. 1999;87(1):105-7. doi: 10.1016/s1389-1723(99)80017-6. PMID: 16232434. 7: Hedin PA, McCarty JC. Possible roles of cotton bud sugars and terpenoids in oviposition by the boll weevil. J Chem Ecol. 1990 Mar;16(3):757-72. doi: 10.1007/BF01016487. PMID: 24263592. 8: Li GQ, He P, Zhang CP, Zhang YF, Hu SJ. [Effects of "3414" fertilizer application on the yield of Fagopyrum cymosum]. Zhong Yao Cai. 2011 Feb;34(2):171-5. Chinese. PMID: 21823469. 9: Nakajima N, Ishihara K, Hamada H, Kawabe S, Furuya T. Regioselective acylation of flavonoid glucoside with aromatic acid by an enzymatic reaction system from cultured cells of Ipomoea batatas. J Biosci Bioeng. 2000;90(3):347-9. doi: 10.1016/s1389-1723(00)80095-x. PMID: 16232870.